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JWH-145

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-145
Legal status
Legal status
Identifiers
  • 1-naphthalenyl(1-pentyl-5-phenyl-1H-pyrrol-3-yl)-methanone
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H25NO
Molar mass367.492 g·mol−1
3D model (JSmol)
  • O=C(C1=CN(CCCCC)C(C2=CC=CC=C2)=C1)C3=C(C=CC=C4)C4=CC=C3
  • InChI=1S/C26H25NO/c1-2-3-9-17-27-19-22(18-25(27)21-12-5-4-6-13-21)26(28)24-16-10-14-20-11-7-8-15-23(20)24/h4-8,10-16,18-19H,2-3,9,17H2,1H3 checkY
  • Key:JLXYYSHMURZHKI-UHFFFAOYSA-N checkY

JWH-145 (1-naphthalenyl(1-pentyl-5-phenyl-1H-pyrrol-3-yl)-methanone) is asynthetic cannabinoid from the naphthoylpyrrole family which acts as an agonist of theCB1 (Ki = 14 ± 2nM) andCB2 (Ki = 6.4 ± 0.4nM) receptors, with a moderate (~2.2x) selectivity for the CB2 receptor. JWH-145 was first synthesized in 2006 byJohn W. Huffman and colleagues to examine the nature of ligand binding to theCB1 receptor.[1]

Legality

[edit]

In the United States JWH-145 is not federally scheduled, although some states have passed legislation banning the sale, possession, and manufacture of JWH-145.[2][3][4][5]

In Canada, JWH-145 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under theControlled Drugs and Substances Act.[citation needed]

In the United Kingdom, JWH-145 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under theMisuse of Drugs Act 1971.[citation needed]

See also

[edit]

References

[edit]
  1. ^Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR (October 2006). "1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors".Bioorganic & Medicinal Chemistry Letters.16 (20):5432–5.doi:10.1016/j.bmcl.2006.07.051.PMID 16889960.
  2. ^21 U.S.C. § 812:Schedules of controlled substances
  3. ^"The 2020 Florida Statutes".www.leg.state.fl.us. Retrieved20 August 2021.
  4. ^"Arizona Revised Statutes Title 13. Criminal Code § 13-3401".www.azleg.gov. Retrieved20 August 2021.
  5. ^"California Code, Health and Safety Code - HSC § 11357.5".Findlaw.
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